Literature DB >> 16954647

Boc-Pro-Hyp-Gly-OBzl and Boc-Ala-Hyp-Gly-OBzl, two repeating triplets found in collagen.

Mitsunobu Doi1, Kumiko Imori, Noriko Sakaguchi, Akiko Asano.   

Abstract

The protected tripeptides benzyl N-{2-[N-(tert-butoxycarbonyl)prolyl]-4-hydroxyprolyl}glycinate or Boc-Pro-Hyp-Gly-OBzl, C24H33N3O7, and benzyl N-{2-[N-(tert-butoxycarbonyl)alanyl]-4-hydroxyprolyl}glycinate or Boc-Ala-Hyp-Gly-OBzl, C22H31N3O7, are the minimum repeating triplets found in collagen. Within the crystal structure of each are two independent peptide molecules with similar structures. The peptides are arranged antiparallel to one another and interact through hydrogen bonds involving the main chains and the 4-hydroxyprolyl groups. The structures exhibit characteristics of a triple helix, but the peptides tend to assume a sheet-like structure.

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Year:  2006        PMID: 16954647     DOI: 10.1107/S0108270106028101

Source DB:  PubMed          Journal:  Acta Crystallogr C        ISSN: 0108-2701            Impact factor:   1.172


  2 in total

1.  Molecular engineering of piezoelectricity in collagen-mimicking peptide assemblies.

Authors:  Santu Bera; Sarah Guerin; Hui Yuan; Joseph O'Donnell; Nicholas P Reynolds; Oguzhan Maraba; Wei Ji; Linda J W Shimon; Pierre-Andre Cazade; Syed A M Tofail; Damien Thompson; Rusen Yang; Ehud Gazit
Journal:  Nat Commun       Date:  2021-05-11       Impact factor: 14.919

2.  Collagen-Inspired Helical Peptide Coassembly Forms a Rigid Hydrogel with Twisted Polyproline II Architecture.

Authors:  Moumita Ghosh; Santu Bera; Sarah Schiffmann; Linda J W Shimon; Lihi Adler-Abramovich
Journal:  ACS Nano       Date:  2020-08-10       Impact factor: 15.881

  2 in total

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